Methanol → Methyl 2-iodo-4-nitrobenzoate

HRID 541759

Reaction equation

HRID 541759 reaction equation
[I:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH3:19]O>>[I:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:19])=[O:5]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 4589642-Iodo-4-nitrobenzoic acid

Product 1

HCID 232745Methyl 2-iodo-4-nitrobenzoateYield 62%

Conditions

Temperature
0 °C

Procedure

A solution of 2-iodo-4-nitrobenzoic acid (9 g, 30.7 mmol), methanol (88 mL) and sulfuric acid (0.82 mL, 15.4 mmol) was heated to reflux overnight. The reaction solution was cooled down to 0° C. for 30 minutes. The solid was filtered to give the desired product (5.90 g, 62%). LCMS calculated for C8H71NO4(M+H)+: m/z=308.0.

Workup

  1. temperatureto reflux overnight
  2. filtrationThe solid was filtered

Sources & evidence

ORD record
ord-8fe55279fd544aa8a1a4d59c78f3a04f
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Linked notes

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